Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 11753487 | HCID 11753487 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11753486 | HCID 11753486 | 89% |
Reaction Steps
Phosphoric acid 2-{4-[1-(4-tert-butylphenyl)-3-formyl-1H-indol-2-yl]-piperazin-1-yl}-ethyl ester diethyl ester (90 mg, 0.166 mmol) is dissolved in methanol and treated with 1M ethereal hydrochloric acid. The solvents are reduced to half and triturated with ether to obtain phosphoric acid 2-{4-[1-(4-tert-butylphenyl)-3-formyl-1H-indol-2-yl]-piperazin-1-yl}-ethyl ester diethyl ester hydrochloride (85 mg, 89% yield) as a solid. ESI/MS 542 (M+H), RT=3.52 min; 1H NMR 10.06 (1H, s); 8.11 (1H, d, J=6 Hz); 7.69 (2H, d, J=9 Hz); 7.51 (2H, d, J=6 Hz); 7.24 (2H, m); 6.96 (1H, d, J=6 Hz); 4.33 (2H, br s); 4.10 (4H, q); 3.68 (2H, br s); 3.39 (6H, br s); 3.03 (2H, br s); 1.37 (9H, s); 1.27 (6H, t); 13C NMR 229.09; 209.60; 197.36; 184.62; 183.17; 154.06; 151.49; 135.32; 133.45; 127.20; 126.81; 124.98; 122.94; 119.71; 113.77; 109.99; 109.53; 106.00; 63.72; 63.65; 51.36; 48.00; 34.59; 31.06; 15.97; 15.88.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08008491B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-4ce6392bb6b94fcf82b38d2eb44de4a1 |
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| Source note | uspto-grants-2011_08 |
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